Water → HCID 178484578, Verbindung

HRID 931189

Reaktionsgleichung

Reaktionsgleichung von HRID 931189
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([N:16]([CH3:18])[CH3:17])=[O:15])[CH2:9]2)[CH:5]=[CH:4][C:3]=1[N+:19]([O-])=O.[F:22][CH:23]([F:33])[O:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH:28]=O.O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>CN(C)C=O>[F:22][CH:23]([F:33])[O:24][C:25]1[CH:26]=[C:27]([C:28]2[NH:1][C:2]3=[N:7][C:6]([N:8]4[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([N:16]([CH3:18])[CH3:17])=[O:15])[CH2:9]4)=[CH:5][CH:4]=[C:3]3[N:19]=2)[CH:30]=[CH:31][CH:32]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24489Sodium DithioniteHCID 27369853-(Difluoromethoxy)benzaldehydeHCID 117966493(R)-1-(6-amino-5-nitropyridin-2-yl)-N,N-dimethylpiperidine-3-carboxamide

Produkt 1

HCID 178484578HCID 178484578, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

Into a 4 mL vial was added (R)-1-(6-amino-5-nitropyridin-2-yl)-N,N-dimethylpiperidine-3-carboxamide (500 μL, 0.3M) dissolved in N,N-dimethylformamide followed by 3-(difluoromethoxy)benzaldehyde (950 μL, 0.158M) dissolved in N,N-dimethylformamide. Water (50 μL) was added followed by sodium hydrosulfite (574 μmol) under a nitrogen atmosphere. The vial was capped and shaken at 110° C. for 18 h. The solvent was removed by Speedvac and the residue was purified by HPLC to afford the title compound. MS (API-ES+) (M+H) 416.2; HPLC retention time 1.392 min (Method E).

Aufarbeitung

  1. customThe vial was capped
  2. customThe solvent was removed by Speedvac
  3. customthe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-c5c7fde5f03248d9b72f1696363a3fad
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296745B2

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